Synthesis of N-Heteroaryl C-Glycosides and Polyhydroxylated Alkanes with Diaryl Groups from Unprotected Sugars

Yixuan Liu; Jilai Wu; Likai Zhou; Chao Wei; Hua Chen

doi:10.1021/acsomega.4c07671

Synthesis of N-Heteroaryl C-Glycosides and Polyhydroxylated Alkanes with Diaryl Groups from Unprotected Sugars

ACS Omega. 2024 Nov 27;9(50):49618-49624. doi: 10.1021/acsomega.4c07671. eCollection 2024 Dec 17.

Authors

Yixuan Liu¹, Jilai Wu^{1

2}, Likai Zhou^{1

3}, Chao Wei¹, Hua Chen¹

Affiliations

¹ Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Material Science, Hebei University, Baoding, Hebei 071002, P. R. China.
² Comprehensive Experimental Center, Hebei University, Baoding, Hebei 071002, P. R. China.
³ Functional Polymer Materials R&D and Engineering Application Technology Innovation Center of Hebei, College of Chemical Engineering and Biotechnology, Xingtai University, Xingtai, Hebei 054001, P. R. China.

Abstract

HCl-catalyzed C-glycosylation was described herein for the convenient preparation of N-heteroaryl C-glycosides and polyhydroxylated alkanes with diaryl groups using hetereoaryl amines and unprotected sugars as starting materials. The reaction temperature and the amounts of aryl amines and HCl had significant effects on reactions. The method provided a highly efficient and environmentally friendly route for constructing C-glycosides at low cost.